Sorbitol-6-phosphate

Base Information

• Chemical Name: Sorbitol-6-phosphate
• CAS No.: 20479-58-7
• Molecular Formula: C6H15 O9 P
• Molecular Weight: 262.153
• DSSTox Substance ID: DTXSID101315184
• Nikkaji Number: J728.846H
• Wikidata: Q27102187
• Metabolomics Workbench ID: 50748
• Mol file: 20479-58-7.mol

Synonyms:sorbitol 6-phosphate;sorbitol-6-phosphate

Chemical Property of Sorbitol-6-phosphate

Chemical Property:

• Boiling Point: 701.4°Cat760mmHg
• Flash Point: 378°C
• PSA: 177.72000
• Density: 1.844g/cm³
• LogP: -3.46840
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 262.04536905
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(COP(=O)(O)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)O)O

Technology Process of Sorbitol-6-phosphate

There total 9 articles about Sorbitol-6-phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

Juvidex (3672-15-9) + N-(phosphonemethyl)glycine (1071-83-6) → D-mannitol 6-phosphate (13270-18-3,15664-55-8,15700-79-5,15806-48-1,20479-58-7,67670-70-6,136030-13-2,89600-16-8) + 1-deoxy-1-[[N-(phosphonomethyl)-2-oxoethyl]amino]-D-mannitol-6-phosphate

Guidance literature:

With sodium cyanoborohydride; triethylamine; In methanol; water; at 80 ℃; for 24h; pH=6.2;

DOI:10.1016/S0968-0896(99)00233-3

Reference yield: 18.0%

mannitol (69-65-8) → D-mannitol 6-phosphate (13270-18-3,15664-55-8,15700-79-5,15806-48-1,20479-58-7,67670-70-6,136030-13-2,89600-16-8)

Guidance literature:

With disodium pyrophoshate; acid phosphatase from Shigella flexneri (class A₁ enzyme); In acetate buffer; at 30 ℃; pH=5.3;

DOI:10.1002/adsc.200505072

Reference yield:

Juvidex (3672-15-9) → D-mannitol 6-phosphate (13270-18-3,15664-55-8,15700-79-5,15806-48-1,20479-58-7,67670-70-6,136030-13-2,89600-16-8)

Guidance literature:

With sodium hydroxide; potassium m-borate;

upstream raw materials:

mannitol

phosphoric acid monophenyl ester

Juvidex

N-(phosphonemethyl)glycine

Downstream raw materials:

glucose-6-phosphate

Refernces

• 1、 Quillet, Marcel,Lestang-Bremond, Genevieve de. "SORBITOL, A PRECURSOR OF L-GULURONIC ACID IN ALGINIC ACID BIOSYNTHESIS". . p. 43 - 46. Retrieved 1985.
• 2、 Vetter, Natasha D.,Jagdhane, Rajendra C.,Richter, Brett J.,Palmer, David R. J.. "Carbocyclic Substrate Analogues Reveal Kanosamine Biosynthesis Begins with the α-Anomer of Glucose 6-Phosphate". . p. 2205 - 2211. Retrieved 2020/09/01.
• 3、 Figueroa, Carlos M.,Iglesias, Alberto A.. "Aldose-6-phosphate reductase from apple leaves: Importance of the quaternary structure for enzyme activity". experimental part. p. 81 - 88. Retrieved 2010/12/25.